Iodine induced cyclization of sodium aminodiboranate: Reactivity and mechanisms investigation

• Published in: Journal of organometallic chemistry 2022-09, Vol.975, p.122396, Article 122396
• Main Authors: Li, Huizhen, Kang, Jia-Xin, Ju, Mingyue, Wang, Zi-Zhou, Liu, Zili, Wang, Jiahai, Xu, Cong-Qiao, He, Shan, Nag, Anindya
• Format: Article
• Language: English
• Subjects: Aminodiborane; Iodine; Metal boron–nitrogen–hydrogen compound; N, N-dimethyl aminodiborane; N-methyl aminodiborane; Sodium aminodiboranate
• ISSN: 0022-328X; 1872-8561
• DOI: 10.1016/j.jorganchem.2022.122396

•A new facile, cost-effective and highly efficient cyclization of sodium aminodiboranate induced by I2.•A two-step cyclization mechanism of the cyclization.•The intermolecular hydrogen bond and the (η2-H2) dihydrogen moiety play an important role in the cyclization.•The iodination of boron does not occur in the cyclization.•A new facile method to prepare aminodiborane and its N–methyl/N, N–dimethyl derivatives. A new facile, cost-effective and highly efficient cyclization of sodium aminodiboranate induced by I2 is developed. The method can be used to prepare aminodiborane and its N–methyl/N, N–dimethyl derivatives, which is catalyst-free, performance independent of temperature and N–substituted groups. Theoretical calculations demonstrate that a two-step cyclization mechanism is favored in the cyclization of sodium aminodiboranate induced by I2, where the intermolecular hydrogen bond and the (η2-H2) dihydrogen moiety play an important role, and the iodination of boron does not occur. [Display omitted]